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Longboat Key Property Search

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Welcome to Longboat Key

A charming, oceanside oasis that makes everyday feel like a getaway.

Known for its immaculate beaches and luxury resorts, the town of Longboat Key is located in both Sarasota and Manatee counties. Founded in 1955, the town experienced rapid growth in the 1960s and 1970s and has gradually transformed into a highly sought-after place to reside. Today, it has gained a reputation for its luxurious, private lifestyle, and waterfront amenities.

A number of architectural styles are represented in Longboat Key, equipping potential buyers to find a style that fits their personality. Some of the most popular styles are Mid-Century modern, Mediterranean, and Spanish. Whether you’re on the search for a vacation home or a permanent place of residence, you’ll find plenty of options from which to choose.

What to Love

  • Luxurious amenities and high-end lifestyle
  • Waterfront living, Golfing, and multiple fine dining options
  • 12 miles of white sand beaches and breathtaking sunsets

Local Lifestyle 

Whether you’re new to town or simply passing through, you’ll be met with friendly residents and laid-back coastal energy. It doesn’t take long to feel at home here. Longboat Key appeals to residents from varying backgrounds, including retirees looking to settle down, tourists coming to enjoy a vacation, and golf enthusiasts wanting to be close to the water. With a full-time population of just over 8,000, 12,000 seasonal, and 22,000 in peak season the town still manages to retain the island get-away charm that makes it so unique.

Dining, Entertainment & Shopping 

If shopping is your guilty pleasure, then you can look forward to all that Longboat Key has in store for you. The Center Shops are a collection of specialty shops mid-island, including a handful of unique fashion boutiques. Meanwhile, St. Armands Circle is a shopper’s paradise that’s located just across the bridge from Longboat Key.

Experience rest and relaxation at The Resort at Longboat Key Club. Unwind in one of the 226 luxury guest rooms and suites and take advantage of the spa, award-winning golf courses and tennis courts, state-of-the-art fitness center, and five restaurants and lounges. In fact, any Sarasota resident can become a member of the club to enjoy all of the amenities year-round.

Wine and dine at Chart House, known for its sweeping waterfront views and unique cuisine. Famous for its seafood and steak, this high-end restaurant is a vacation spot in and of itself. For a more casual experience, book a table at Dry Dock Waterfront Grill. The menu specializes in seafood specialties with indoor and outdoor dining options overlooking Sarasota Bay.

Things to Do 

If you’re looking for a staycation, pack up your bags and spend the weekend at Silver Sands Gulf Beach Resort. Located beachfront, you can spend your days taking a dip in the heated beachside pool, practicing your golf game, taking a stroll through the perfectly manicured gardens, or enjoying top-notch cuisine. 

Residents and locals alike can take advantage of endless opportunities to connect with nature. The town boasts 12 miles of white sand beaches, with Whitney Beach and Beer Can Island being among some of the most popular. Those looking for an outdoor adventure can check out Joan M. Durante Park, which expands over 32 acres. Open dawn to dusk, the park comprises a wetland and coastal dune forest, highlighting the area’s incredible biodiversity.

Longboat Key is a paradise for tennis and golf enthusiasts, boasting thought-provoking courses with scenic backdrops. Book a tee time at The Resort at Longboat Key Club, which serves as Florida's premier golf resort. In fact, it’s even earned Golf Digest’s prestigious “Best Places to Play'' award. The course consists of 45 holes, challenging even the most seasoned golfer. Their Tennis Courses have been rated #1 by Gulf Coast Florida (Tennis Magazine) and #4 Top Tennis Resort in the World by Tennis Resorts.

Newest Listings in Longboat Key

2101 Gulf Of Mexico Drive Unit 2504, Longboat Key image
2101 Gulf Of Mexico Drive Unit 2504, Longboat Key — 2504 $1,599,900

Sunset Beach, luxury totally renovated penthouse end unit, with breathtaking gulf, city and bay views. As you enter this bright spacious residence the gulf views will tak...

  • 2 Beds
  • 2 Baths
  • Sunset Beach SubDv.
  • 34228 Zip Code
3030 Grand Bay Boulevard Unit 321, Longboat Key image
3030 Grand Bay Boulevard Unit 321, Longboat Key — Grand Bay Iii $2,750,000

Arvida’s Grand finale “Grand Bay” is located on Longboat Key, one of the most pristine islands on the West Coast of Florida. This 3 bedroom, 3 1/2 bath home has a private...

  • 3 Beds
  • 3.5 Baths
  • Grand Bay SubDv.
  • 34228 Zip Code
7115 Gulf Of Mexico Drive Unit 21, Longboat Key image
7115 Gulf Of Mexico Drive Unit 21, Longboat Key — Seagull/21 $798,000

A rare 2 bedroom, 2 bath, lovely corner, second floor condo nestled in 17 acres of Longboat Key, beckons with warm Gulf breezes and lush pristine tropical views, extra wi...

  • 2 Beds
  • 2 Baths
  • Long Beach SubDv.
  • 34228 Zip Code
370 Gulf Of Mexico Drive Unit 414, Longboat Key image
370 Gulf Of Mexico Drive Unit 414, Longboat Key — 370b $1,650,000

Move right into your new turnkey furnished luxury condo and enjoy island living on coveted Longboat Key! Located on the southernmost end of Longboat, directly adjacent to...

  • 3 Beds
  • 2.5 Baths
  • Tangerine Bay Club SubDv.
  • 34228 Zip Code
3235 Gulf Of Mexico Drive Unit A406, Longboat Key image
3235 Gulf Of Mexico Drive Unit A406, Longboat Key — Building A Portobello $1,450,000

Welcome to your dream condo located on the Gulf of Mexico in the heart of Longboat Key, Sarasota! This stunning updated end unit boasts two spacious bedrooms and two full...

  • 2 Beds
  • 2 Baths
  • Portobello SubDv.
  • 34228 Zip Code
732 Bayport Way, Longboat Key image
732 Bayport Way, Longboat Key — 732 $900,000

Glorious sunsets and full Gulf views are just two of the everyday pleasures enhancing the good life in this noteworthy condominium residence on Longboat Key. 1,200 feet o...

  • 2 Beds
  • 2 Baths
  • Bayport Bch & Ten SubDv.
  • 34228 Zip Code
4350 Chatham Drive Unit E304, Longboat Key image
4350 Chatham Drive Unit E304, Longboat Key — E $414,500

Well maintained one bedroom with water view on the third floor in the hidden gem of Longboat Harbour. The Master bedroom offers the same beautiful view, the bathroom has ...

  • 1 Beds
  • 1 Baths
  • Longboat Harbour North SubDv.
  • 34228 Zip Code
3710 Gulf Of Mexico Drive Unit C24, Longboat Key image
3710 Gulf Of Mexico Drive Unit C24, Longboat Key $265,000

LOVINGLY RENOVATED HOME – This home faces southeast and catches the sunrises and sits on a bright sunny lot. It is located at the end of the street and enjoys beautiful ...

  • 1 Beds
  • 1 Baths
  • Gulfshore Of Longboat Key SubDv.
  • 34228 Zip Code
3080 Grand Bay Boulevard Unit 532, Longboat Key image
3080 Grand Bay Boulevard Unit 532, Longboat Key — Grand Bay 5 $950,000

Plan your escape from the cold to a well-priced pied-a-terre with unmatched potential in a sought-after paradise, where resort amenities and water vistas come together to...

  • 2 Beds
  • 2 Baths
  • Grand Bay SubDv.
  • 34228 Zip Code
4241 Gulf Of Mexico Drive Unit 302, Longboat Key image
4241 Gulf Of Mexico Drive Unit 302, Longboat Key — 4241 $2,300,000

BREATHTAKING GULF VIEWS! Rarely available luxury end unit on Longboat Key takes full advantage of the panoramic views and dazzling sunsets. Professionally decorated and t...

  • 3 Beds
  • 2.5 Baths
  • Pelican Harbour & Beach Club SubDv.
  • 34228 Zip Code
3636 Fair Oaks Place, Longboat Key image
3636 Fair Oaks Place, Longboat Key $3,995,000

Direct bay front with unobstructedviews of Sarasota Bay! Located in the maintenance free community of Queens Harbour within the gates of the Longboat Key Club and on the...

  • 4 Beds
  • 4.5 Baths
  • Queens Harbour (F/K/A Manchester Bay) SubDv.
  • 34228 Zip Code
2328 Harbour Oaks Drive, Longboat Key image
2328 Harbour Oaks Drive, Longboat Key $869,900

Here is your opportunity to enjoy the beach life on the world famous Longboat Key within the beautiful Harbour Circle neighborhood and behind the gates of the distinguish...

  • 3 Beds
  • 2.5 Baths
  • Harbor Oaks SubDv.
  • 34228 Zip Code
225 Sands Point Road Unit 7304, Longboat Key image
225 Sands Point Road Unit 7304, Longboat Key — Inn On The Beach $875,000

Exceptional Studio, Inn On The Beach, Longboat Key...a one of a kind studio in one of the best architecturally designed buildings on Longboat. This studio is a top floor ...

  • 1 Beds
  • 1 Baths
  • Inn On The Beach SubDv.
  • 34228 Zip Code
2055 Gulf Of Mexico Dr Unit G2-214, Longboat Key image
2055 Gulf Of Mexico Dr Unit G2-214, Longboat Key — G-2 $749,000

Island living at its best here in this RARE contemporary loft-design condo with sky high ceilings which hold the master suite above, newly carpeted with an elegant zebra ...

  • 1 Beds
  • 1.5 Baths
  • Seaplace SubDv.
  • 34228 Zip Code
415 L Ambiance Drive Unit PH-A, Longboat Key image
415 L Ambiance Drive Unit PH-A, Longboat Key — South $12,000,000

Step into the finest penthouse in Sarasota, located just steps from the famed Longboat Key Club. Enter this top-floor residence in the South Building at L’Ambiance throug...

  • 3 Beds
  • 3.5 Baths
  • L Ambiance At Longboat Key Club SubDv.
  • 34228 Zip Code
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